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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1800537Generated: October 30, 2026

Sodium Cyanate → HCID 57386575, compound

https://huagongshe.com/reaction/1800537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanateHCID 517096—
ReactantBenzoic acid, 3-(bromomethyl)-2-chloro-, methyl esterHCID 57386060—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 57386575HCID 5738657579%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of methyl 3-(bromomethyl)-2-chlorobenzoate (748 mg, 2.84 mmol) in N,N-dimethylformamide (7 mL) was added sodium cyanate (412 mg, 8.41 mmol), and the mixture was stirred at 80° C. for 1 hr under nitrogen stream. The reaction mixture was diluted with a mixed solvent of ethyl acetate and hexane (1:1). The solution was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and filtrated. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane=2/98→20/80), and recrystallized from ethyl acetate and hexane to give the title compound (470 mg, 79%) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344135B2
Source datasetuspto-grants-2013_01
ORD IDord-bb790a911b5d44918bd68644aa463dbf
Source noteuspto-grants-2013_01